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Microspinosamide, a new HIV-inhibitory cyclic depsipeptide from the marine sponge Sidonops microspinosa

  1. Author:
    Rashid, M. A.
    Gustafson, K. R.
    Cartner, A. K.
    Shigematsu, N.
    Pannell, L. K.
    Boyd, M. R.
  2. Author Address

    NCI, Frederick Canc Res & Dev Ctr, Lab Drug Discovery Res & Dev, Dev Therapeut Program, Div Canc Treatment & Canc, Bldg 1052, Room 121, Frederick, MD 21702 USA. NCI, Frederick Canc Res & Dev Ctr, Lab Drug Discovery Res & Dev, Dev Therapeut Program, Div Canc Treatment & Canc, Frederick, MD 21702 USA. Frederick Canc Res & Dev Ctr, SAIC Frederick, Frederick, MD 21701 USA. NIDDK, Lab Bioorgan Chem, Bethesda, MD 20892 USA. Boyd MR NCI, Frederick Canc Res & Dev Ctr, Lab Drug Discovery Res & Dev, Dev Therapeut Program, Div Canc Treatment & Canc, Bldg 1052, Room 121, Frederick, MD 21702 USA.
    1. Year: 2001
  1. Journal: Journal of Natural Products
    1. 64
    2. 1
    3. Pages: 117-121
  2. Type of Article: Article
  1. Abstract:

    Microspinosamide (1), a new cyclic depsipeptide incorporating 13 amino acid residues, was isolated from extracts of an Indonesian collection of the marine sponge Sidonops microspinosa. Its structure was elucidated by extensive NMR and mass spectral analyses, and by chemical degradation and derivatization studies. The tridecapeptide 1 incorporates numerous uncommon amino acids, and it is the first naturally occurring peptide to contain a beta -hydroxy-p- bromophenylalanine residue. Microspinosamide (1) inhibited the cytopathic effect of HIV-1 infection in an XTT-based in vitro assay with an EC50 value of approximately 0.2 mug/mL.

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